There are some fancier ones which are electronic and provide information around how long the bottle has been open, and the amount of air in it. While open Bourbon lasts much longer than wine, I am curious if any of these devices might help especially when a bottle is more than half empty.

I don't know if you've read these types of discussions, but it's not unusual to hear of enthusiasts opening a new bottle and pouring half into an empty bottle (making 2 half-empty bottles), so that both can 'breathe' for a period of time. In other words, some bourbons may improve through contact with air. Testing different techniques for personal pleasure optimization is recommended. I like to pour sample bottles from a newly opened 'first taste' bottle, so I can compare the 'fresh' bourbon with the dregs later on. If you have discovered through testing that a particular bourbon declines with exposure, you can easily use smaller bottles to maintain that 'fresh' taste, as previously mentioned. Another advantage of rebottling is that some bottles do not pour cleanly, corks can affect flavor, shape can be cumbersome.